IL65192A - Production of 1-phenylethyl-1,2,4-triazole derivatives and 1,2,4-triazol-1-ylmethyl phosphonate intermediates therefor - Google Patents

Production of 1-phenylethyl-1,2,4-triazole derivatives and 1,2,4-triazol-1-ylmethyl phosphonate intermediates therefor

Info

Publication number
IL65192A
IL65192A IL65192A IL6519282A IL65192A IL 65192 A IL65192 A IL 65192A IL 65192 A IL65192 A IL 65192A IL 6519282 A IL6519282 A IL 6519282A IL 65192 A IL65192 A IL 65192A
Authority
IL
Israel
Prior art keywords
alkyl
formula
phenyl
see diagramm
triazol
Prior art date
Application number
IL65192A
Original Assignee
Ciba Geigy
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ciba Geigy filed Critical Ciba Geigy
Priority to IL73953A priority Critical patent/IL73953A/en
Publication of IL65192A publication Critical patent/IL65192A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having three nitrogen atoms as the only ring hetero atoms
    • C07F9/6518—Five-membered rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Cosmetics (AREA)
  • Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
  • Catalysts (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

1. A process for the production of a 1-(2-phenylethyl)-1H-1,2,4-triazole of the general formula I see diagramm : EP0063099,P14,F2 wherein Ar is phenyl or phenyl substituted by C1 -C4 alkyl, C1 -C4 alkoxy, cyano, nitro trifluoromethyl or by 1 to 3 halogen atoms, and R is hydrogen, C1 -C10 alkyl, C2 -C5 alkenyl, C3 -C8 cycloalkyl, C1 -C4 alkyl or C1 -C4 alkyl substituted by C3 -C8 cycloalkyl or by phenyl which may in turn be unsubstituted or substituted by halogen, C1 -C4 alkyl or C1 -C4 alkoxy, which process comprises reacting a phenylketone of the formula II see diagramm : EP0063099,P14,F5 wherein Ar and R are as defined for formula I, first with a 1H-1,2,4-triazol-yl-methylphosphonate of the formula III see diagramm : EP0063099,P14,F6 wherein each R1 independently of the other is phenyl or C1 -C4 alkyl, or with a phosphonium salt of the formula IV see diagramm : EP0063099,P14,F8 wherein each of the radicals R2 independently of one another is phenyl or C1 -C4 alkyl or C1 -C4 alkyl substituted by hydroxyl, and Hal is chlorine, bromine or iodine, in an inert solvent and in the presence of a strong base, to give a 1-(styryl-2)-1H-1,2,4-triazole of the formula V see diagramm : EP0063099,P14,F10 wherein Ar and R are as defined for formula I, and then converting this compound by catalytic hydrogenation into a compound of the formula I.
IL65192A 1981-03-10 1982-03-08 Production of 1-phenylethyl-1,2,4-triazole derivatives and 1,2,4-triazol-1-ylmethyl phosphonate intermediates therefor IL65192A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
IL73953A IL73953A (en) 1981-03-10 1982-03-08 1h-1,2,4-triazol-1-yl-methylphosphonium salts and their production

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH162381 1981-03-10

Publications (1)

Publication Number Publication Date
IL65192A true IL65192A (en) 1985-07-31

Family

ID=4214771

Family Applications (1)

Application Number Title Priority Date Filing Date
IL65192A IL65192A (en) 1981-03-10 1982-03-08 Production of 1-phenylethyl-1,2,4-triazole derivatives and 1,2,4-triazol-1-ylmethyl phosphonate intermediates therefor

Country Status (8)

Country Link
EP (1) EP0063099B1 (en)
JP (2) JPS57181061A (en)
KR (1) KR830009060A (en)
AT (1) ATE16702T1 (en)
DE (1) DE3267642D1 (en)
HU (3) HU190791B (en)
IL (1) IL65192A (en)
ZA (1) ZA821540B (en)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5998073A (en) * 1982-11-02 1984-06-06 フアイザ−・コ−ポレ−シヨン Triazole fungicide
EP0121081B1 (en) * 1983-03-03 1991-01-30 BASF Aktiengesellschaft Azolylmethylcycloalkanes, process for their preparation and their therapeutical use
DE3327036A1 (en) * 1983-07-27 1985-02-07 Bayer Ag, 5090 Leverkusen 3- (1,2,4-TRIAZOL-1-YL) -L-PROPENE
DE3470881D1 (en) * 1983-12-20 1988-06-09 Ciba Geigy Ag MICROBICIDES
CA1321588C (en) * 1986-07-02 1993-08-24 Katherine Eleanor Flynn Alpha-aryl-alpha-phenylethyl-1h-1,2,4-triazole-1- propanenitriles
US5087635A (en) * 1986-07-02 1992-02-11 Rohm And Haas Company Alpha-aryl-alpha-phenylethyl-1H-1,2,4-triazole-1-propanenitriles
CN1055609C (en) * 1994-09-22 2000-08-23 江苏省农药研究所 Process for preparing agricultural fungicide myclobutanil
TR199902411A3 (en) 1998-11-02 2000-06-21 Lincoln Global, Inc. Output coil and method of use for direct current welding machine
CN101538250B (en) * 2009-04-09 2012-03-07 湖北仙隆化工股份有限公司 Preparation method of bulk myclobutanil
DE102013012498A1 (en) 2013-07-26 2015-01-29 Skw Stickstoffwerke Piesteritz Gmbh Use of simple 1,2,4-triazole derivatives as dry stress tolerance improvers
CN109833916B (en) * 2019-03-22 2021-08-27 江苏禾本生化有限公司 Composite catalyst for propiconazole cyclization reaction and preparation method thereof

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU515134B2 (en) * 1976-08-10 1981-03-19 Janssen Pharmaceutica N.V. 1-(2-aryl-2-r-ethyl)-1h-1,2,4-triazoles
DE2833194A1 (en) * 1978-07-28 1980-02-14 Basf Ag TRIAZOLE DERIVATIVES
GR78234B (en) * 1981-03-10 1984-09-26 Ciba Geigy Ag

Also Published As

Publication number Publication date
HU197582B (en) 1989-04-28
JPS57181061A (en) 1982-11-08
ATE16702T1 (en) 1985-12-15
EP0063099A3 (en) 1983-01-19
EP0063099A2 (en) 1982-10-20
ZA821540B (en) 1983-01-26
HU190791B (en) 1986-11-28
EP0063099B1 (en) 1985-11-27
HU197583B (en) 1989-04-28
KR830009060A (en) 1983-12-17
DE3267642D1 (en) 1986-01-09
JPS57165374A (en) 1982-10-12

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